It appears that your mainsail has a bolt rope, and is not loose-footed as the majority of modern sails are. There should be a cringle or slot for the reefing line to pass through at the base of the sail, just above the boltrope, almost directly below the reefing cringle for the reef. The line should be tied to the boom there, so that it goes almost straight up to the reefing clew cringle, and then back to the block, so that it pulls both DOWN and OUT on the reefing clew cringle. If you don't have those slots... have a sail maker add them.
As for the reefing tack cringle... does your sail have a jackline for the lower sail slugs??? if not, you should have it modified to have a jackline for the lower sail slugs. A jackline there would allow the tack reefing cringle to come down far enough to be attached to a reefing tack hook at the gooseneck. It also helps if you have a "dogbone" through the tack reefing cringle. A dogbone is two sailrings connected by a heavy piece of webbing. To attach it to the reefing tack hook, you simply grab the ring and slip it over the hook, which is simpler, easier and safer than trying to get the cringled over the hook.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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